
Family-friendly holiday rentals in Oswestry
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Oswestry

Total holiday rentals
Explore 20 holiday rentals in Oswestry

Nightly prices starting at
Oswestry holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 1,070 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Oswestry holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oswestry rentals

4.9 Average rating
Oswestry stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Oswestry
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Meadow Snug
Trade the sounds of the city for the sounds of life on the farm. Our tiny cabin has all you need to get away for a few days in nature to recharge those batteries. Enjoy a comfortable seat on the covered porch as you relax and enjoy that morning cup of coffee or take a wander along some of the many public footpaths right from the cabin door. In the evening you can take a short walk through the field to our fire pit area to watch the sunset from beneath the huge oak tree. Guests can pitch a tent.

Entire Village Cottage w/Garden & Free Parking
Cosy Victorian end-terrace cottage w/ small garden. Ideal for 2, sleeps 4. Village location by Whittington Castle ruin (which has Calendar of Events and menu), plus 2 Family pubs. Explore local scenery, historic sites, hiking, cycling. Flexi Check-in after 3pm. All Enquiries welcome. * Handy for North Wales * Free double parking Sorry no EV charging. NB: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm Old cottage may have cosmetic flaws while gradually making improvements

Wisteria Cottage Edgerley nr Shrewsbury/Oswestry
Wisteria Cottage is a self-contained private cottage in a quiet rural setting with countryside views, surrounded by nature. Newly refurbished with shabby-chic country inspired interior. Private WiFi, TV's both floors & super-king bed. Close to market towns of Shrewsbury & Oswestry, both 10 miles/15 minutes drive away. Private parking, central heating, 1-2 bedrooms, lounge, large fully equipped kitchen/dining area/family room. Main bedroom upstairs, two single beds in downstairs bedroom.

Elevated Quirky Cabin over River
This romantic tree cabin is located on the edge of a tranquil woodland at the bottom of a beautiful privately owned 5 acre garden, overlooking a hypnotic river waterfall. This majestic retreat is where you can unwind, relax and recharge, with full access to the BBQ area and on site sauna. If sitting back is not for you there are several local country walks and attractions. By car Wrexham is just 5 minutes away, Chester 25 minutes and if you fancy a day in Liverpool, it’s only an hour away.

Ash Cabin at Bramblewoods with stunning views
Our handcrafted en-suite wooden cabin is located within a small wood on the grounds of working sheep farm with an uninterrupted view across the valley in picturesque Shropshire. It has everything you need to retreat from the real world, whether it's for a cosy night in, in front of the log burner or a chance to sit and stargaze on the deck. There is an abundance of walks right from your doorstep, you're even lucky enough to have the Offas Dyke within a stones throw from the Cabin.

Luxury woodland escape for two.
Nestled serenely on the edge of woodland is this 19th century blacksmiths building. It has been sympathetically renovated and brought back to life with style at the forefront, whilst keeping every unique feature in tact. We have taken advantage of the high ceiling with an incredible mezzanine bedroom with kingsize bed and installed a log burner for added comfort during the colder months. The luxury bathroom boasts a freestanding roll top bath to help you unwind. Wifi + TV

Sheep Dip Cottage - 5* Cyfie Farm, private hot tub
WITH ITS OWN PRIVATE HOT TUB AND LOG BURNER Sheep Dip cottage is a lovely two bedroom, two bathroom cottage Minutes from fairytale Lake Vyrnwy. Cyfie Farm, a Wales Tourism Gold Award winner, offers excellent five star self-catering properties each with their own private hot tubs. Whether you are looking for a relaxing break or an action packed adventure, Cyfie Farm is ideally placed for exploring mid-Wales and beyond. Other self-catering properties also available

Contemporary Converted Church, Oswestry
The Church is a charming converted Victorian church situated in a peaceful setting in the friendly town of Oswestry. The three-bedroom property retains many beautiful features with vaulted ceiling and rustic oak beams. The contemporary decor in the lounge offers a cosy place to enjoy the spectacular country views, with custom made arched windows and an open plan kitchen. We have under-floor heating, a stone bath and Egyptian Cotton Bedding.

Peaceful field with heated treehouse . Sleeps 4.
Hand-built treehouse (rustic!) in a beautiful, peaceful setting right on Offa's Dyke, a popular walk on the England/ Wales border. Sleeps 4 with a double bed and a comfy futon in the same room. Amazing waterfall 1/2 hour Lovely sunsets. Gas bbq and a gas hob. Solar power for phone charging etc. Basic compost toilet. Rustic shower. (no towels) Please bring your own drinking water, towels and firewood. Think of it as glorified camping....

Large luxury 1 bedroom suite in a beautiful garden
A uniquely located luxurious, spacious and peaceful apartment set within large garden grounds, yet only 5-10 minutes walk into Oswestry town centre. The apartment is well stocked with modern appliances and has lovely far reaching views over the Shropshire plain. Plenty of parking space is available and a separate laundry room is available to use on-site at no extra cost. Key code available for late check-ins.

Old Chapel
Due to the current situation l am happy to consider longer stays for workers and will offer discounts so please enquire. A unique lovingly renovated hideaway, very convenient for anyone visiting the town of Oswestry. Three minutes walk to the park, the ancient Church and Heritage Centre. The town has many restaurants, pubs and cafes, galleries and other attractions.

Self Contained West Wing with own sauna
Beautifully renovated spacious wing of large period property. Available for minimum 4 night booking arriving any day One double bedroom (standard double bed) with , en-suite,hairdryer sauna, shower & WC, large living/dining room with solid fuel burner, kitchen with hob, microwave, small electric oven and under counter fridge. Dog friendly
Popular amenities for Oswestry family-friendly rentals
Family-friendly home rentals with a hot tub

The Tree Dome

Goat Hill Lodge, 2 bedroom, great views, hot tub

Hill Top Retreat

Shepherds Hut at The Retreat Llanrhaeadr SY10 0AU.

Beautiful, private Shepherd's hut overlooking lake

Beautiful Yurt, Fabulous Views, with Hot Tub

Ysgubor Y Cook

Unique Stables Retreat with Hot Tub & Sauna
Family- and pet-friendly home rentals

The Byre, cosy cottage with views in Llangadfan.

Jemima’s cottage, cosy and comfortable!

Cabin Morgan at Efyrnwy Escapes, Pontrobert, Powys

Cosy Mountain Treehouse Nr Lake Vyrnwy

Warren Bothy

Modern boutique apartment for 4 - Ellesmere

Delightful Rustic Cottage, Rural Llanfyllin Wales

The Patches Holiday Lodge Park
Family-friendly home rentals with a pool

Hampton Bye Barn, Rural Retreat

The Shippen

Right on The Shropshire Way Remote & lovely views

Long Mountain View Tiny House with Hot Tub

Coach House with private indoor Swimming Pool

Hendy Bach

Private Indoor Pool & Tennis Court

Escape to Nature at - Sapphire Shepherd's Hut
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 SGD | $209 SGD | $191 SGD | $177 SGD | $167 SGD | $207 SGD | $218 SGD | $250 SGD | $207 SGD | $164 SGD | $172 SGD | $190 SGD |
| Avg. temp | 4°C | 5°C | 6°C | 9°C | 12°C | 14°C | 16°C | 16°C | 14°C | 10°C | 7°C | 5°C |
Destinations to explore
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- Snowdonia / Eryri National Park
- Alton Towers
- Royal Albert Dock, Liverpool
- Chester Zoo
- Sefton Park
- West Midland Safari Park
- Pontcysyllte Aqueduct and Canal
- Zip World Penrhyn Quarry
- M&S Bank Arena
- Tatton Park
- Ludlow Castle
- Conwy Castle
- Snowdon Mountain Railway
- The Iron Bridge
- Aberdyfi Beach
- Welsh Mountain Zoo
- Aintree Racecourse
- Tywyn Beach
- Great Orme
- Harlech Beach
- Wythenshawe Park
- Harlech Castle
- Museum of Liverpool
- Aberdovey Golf Club





